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CS-W001157 4
Total: USD 88.00

trans-Diethyl cyclopropane-1,2-dicarboxylate

  • CAS No. 3999-55-1

  • Cat. No. CS-W016909
  • Purity≥98%
  • MDL No.MFCD00198002

*For research and further manufacturing use only, not for direct human use.

trans-Diethyl cyclopropane-1,2-dicarboxylate|CS-W016909

Structure of 3999-55-1

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General Information

  • CAS No. 3999-55-1
  • Cat. No. CS-W016909
  • Purity ≥98%
  • MDL No. MFCD00198002
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄O₄
  • Molecular Weight 186.21
  • Synonym(s) trans-1,2-Cyclopropanedicarboxylic Acid Diethyl Ester
  • SMILES CCOC(=O)[C@@H]1C[C@H]1C(=O)OCC

Description

trans-Diethyl cyclopropane-1,2-dicarboxylate features a rigid, strained cyclopropyl core with precisely oriented ester groups, enabling stereoselective transformations in asymmetric synthesis. This bench-stable reagent facilitates efficient ring-opening reactions and serves as a key chiral building block for complex natural product frameworks.

Synthesis

  • Route1

    References

    • Riss, Patrick Johannes; Roesch, Frank Organic and Biomolecular Chemistry, 2008 , vol. 6, # 24 p. 4567 - 4574
  • Route2
    • null|null
      105-39-5
    • null|null
      140-88-5
    • ~43%
    • In-stock
      cis-Diethyl cyclopropane-1,2-dicarboxylate|CS-0151916
      710-43-0
    • In-stock
      trans-Diethyl cyclopropane-1,2-dicarboxylate|CS-W016909
      3999-55-1

    References

    • Ashton; Canning Meurer; Cantone; Field; Hannah; Karkas; Liou; Patel; Perry; Wagner; Walton; Tolman Journal of Medicinal Chemistry, 1988 , vol. 31, # 12 p. 2304 - 2315
  • Route3
    • null|null
      140-88-5
    • null|null
      318990-47-5
    • ~97%
    • In-stock
      trans-Diethyl cyclopropane-1,2-dicarboxylate|CS-W016909
      3999-55-1

    References

    • Aggarwal, Varinder K.; Smitha, Helen W.; Hynd, George; Jones, Ray V.H.; Fieldhouse, Robin; Spey, Sharon E. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 19 p. 3267 - 3276

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   0.7487
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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